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Compound Detail

CHEMBL422820

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COc1ccc(NC(=O)Nc2nc3nn(CCc4ccccc4)cc3c3nc(-c4ccco4)nn23)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL422820
Phase Preclinical
Structure Type MOL
InChI Key ZAEGMWXQQUWCTO-UHFFFAOYSA-N
6
Targets
17
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

494.5
MW (Da)
4.63
ALogP
9
HBA
2
HBD
124.4
PSA (Ų)
0.33
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H22N8O3
MW 494.52
Aromatic Rings 6
Heavy Atoms 37
NP-Likeness -1.57

Activity Summary

Ki 15 meas. best 9.01
IC50 2 meas. best 7.91

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A3
CHEMBL256
 Ki 9.01 8.42 1.0 6
Adenosine receptor A3
CHEMBL256
 IC50 7.91 7.885 12.4 2
Adenosine receptor A2b
CHEMBL255
 Ki 7.09 7.09 81.0 1
Adenosine receptor A2a
CHEMBL251
 Ki 6.92 6.9175 120.0 4
Adenosine receptor A1
CHEMBL226
 Ki 6.7 6.7 201.0 2
Adenosine receptor A1
CHEMBL318
 Ki 5.89 5.89 1282.0 1
Adenosine receptor A2a
CHEMBL302
 Ki 5.85 5.85 1398.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A3 Ki = 0.98 nM 9.01 Displacement of [3H]MRE3008-F20 from human adenosine A3 receptor expressed in CH... 11123985
Adenosine receptor A3 Ki = 0.98 nM 9.01 Binding affinity for human adenosine A3 receptor 15634009
Adenosine receptor A3 Ki = 1.47 nM 8.83 Displacement of [125]AB-MECA from human Adenosine A3 receptor expressed in HEK29... 10579811
Adenosine receptor A3 Ki = 1.47 nM 8.83 Displacement of [3H]NECA from human adenosine A3 receptor expressed in CHO cells 19501513
Adenosine receptor A3 Ki = 1.479 nM 8.83 Displacement of [3H]NECA from human adenosine A3 receptor expressed in CHO cells 19501513
Adenosine receptor A3 IC50 = 12.4 nM 7.91 Inhibitory concentration as antagonistic activity against cAMP generation inhibi... 10579811
Adenosine receptor A3 IC50 = 13.9 nM 7.86 Inhibition of cAMP accumulation in CHO cells expressing human adenosine A3 recep... 11123985
Adenosine receptor A2b Ki = 81.0 nM 7.09 Displacement of [3H]DPCPX from Adenosine A2b receptor expressed in CHO cells; ra... 11123985
Adenosine receptor A2a Ki = 120.0 nM 6.92 Displacement of [3H]-SCH- 58261 from human adenosine A2A receptor expressed in C... 11123985
Adenosine receptor A2a Ki = 120.0 nM 6.92 Displacement of [3H]NECA from human adenosine A2A receptor expressed in CHO cell... 19501513
Adenosine receptor A2a Ki = 120.23 nM 6.92 Displacement of [3H]NECA from human adenosine A2A receptor expressed in CHO cell... 19501513
Adenosine receptor A2a Ki = 124.0 nM 6.91 Displacement of specific [3H]-SCH- 58261 binding at human Adenosine A2A receptor... 10579811
Adenosine receptor A1 Ki = 201.0 nM 6.7 Displacement of [3H]DPCPX from human Adenosine A1 receptor expressed in CHO cell... 10579811
Adenosine receptor A1 Ki = 201.0 nM 6.7 Displacement of [3H]DPCPX from human adenosine A1 receptor expressed in CHO cell... 11123985
Adenosine receptor A3 Ki = 977.24 nM 6.01 Displacement of [3H]MRE3008-F20 from human adenosine A3 receptor expressed in CH... 21163647
Adenosine receptor A1 Ki = 1282.0 nM 5.89 Displacement of [3H]DPCPX from Adenosine A1 receptor of rat brain membranes 10579811
Adenosine receptor A2a Ki = 1398.0 nM 5.85 Displacement of [3H]-SCH- 58261 from Adenosine A2A receptor in rat striatal memb... 10579811

Literature References

PubMed DOI Target Context # Activities
10579811 10.1021/jm991114s Adenosine receptor A3 4
11123985 10.1021/jm001047y Adenosine receptor A3 3
10579811 10.1021/jm991114s Adenosine receptor A2a 2
10579811 10.1021/jm991114s Unchecked 2
10579811 10.1021/jm991114s Adenosine receptor A1 2
19501513 10.1016/j.bmc.2009.05.038 Adenosine receptor A3 2
19501513 10.1016/j.bmc.2009.05.038 Adenosine receptor A2a 2
21163647 10.1016/j.bmcl.2010.11.094 Adenosine receptor A3 1
15634009 10.1021/jm049662f Adenosine receptor A3 1
11123985 10.1021/jm001047y Adenosine receptors; A2b & A3 1
11123985 10.1021/jm001047y Adenosine receptors; A2a & A3 1
11123985 10.1021/jm001047y Adenosine receptors; A1 & A3 1
11123985 10.1021/jm001047y Adenosine receptor A2b 1
11123985 10.1021/jm001047y Adenosine receptor A2a 1
11123985 10.1021/jm001047y Adenosine receptor A1 1
10579811 10.1021/jm991114s Adenosine receptors; A2a & A3 1
10579811 10.1021/jm991114s Adenosine receptors; A1 & A3 1

Data from ChEMBL 36 via Core Engine